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Comfort Inn & Suites Chestertown

3.73 stars rating. Good.

597 reviews

3.73 stars rating. Good. 597 reviews
Amenities
4
Cleanliness
4
Property Condition
4.3
Safety & Security
4.3
Staff Service
4.2
Value
3.9
Sold Out
Fri, Aug 15, 2025 to Sat, Aug 16, 2025
Sold Out
Fri, Aug 15, 2025 to Sat, Aug 16, 2025

Get a great night’s rest in Chestertown, MD

Whether you're looking for a hotel with convenient access to the great outdoors or just passing through on your way to D.C. or Baltimore, you'll be at your best when you stay at our Comfort Inn & Suites® Chestertown hotel. Located just minutes from Washington College and outdoor recreation along the Chester River, our pet-friendly and 100% smoke-free hotel makes it easy to experience the natural beauty of eastern Maryland. You’ll get to enjoy travel essentials like free WiFi throughout the hotel and a free hot breakfast each morning.

Highlights

  • Elevator(s)
  • Pet Friendly*
  • Free Hot Breakfast
  • EV Charging Station*
  • Vending Machines*
  • Check in / out3:00 PM / 11:00 AM

*May require an additional cost

Stay 2x, Get a $50 Gift Card*

Earn enough Choice Privileges® reward points to redeem for a $50 gift card with every two qualifying stays through 9/2! *T&Cs apply

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Guest Rooms

Available Guest Rooms

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Amenities

Featured Amenities(23)

  • Elevator(s)
  • Pet Friendly*
  • Free Hot Breakfast
  • EV Charging Station*
  • Vending Machines*
  • Seasonal Outdoor Pool
  • Fitness Center
  • Free Accessible Parking
  • Government Travelers: FEMA Approved

*May require an additional cost

Info

Essential details

  • Check-In3:00 PM
  • Check-Out11:00 AM
  • No Smoking100% Smoke Free Hotel
  • Phone Number(410) 778-0778
  • ChildrenAnyone aged 18 and under, at time of booking, stay for free
  • Fax (410) 778-6178
  • Pets
    Pets Allowed: Yes
    General: Pets allowed. 25.00 USD per night, per pet. A maximum of 40 pounds, and a maximum of 2 pets per room.. Service animals are permitted, without charge.

Good to know

Hotel alerts
On-site Hotel Outdoor Pool Is Now Open For The 2025 Summer Season Through The Labor Day Weekend.
The Hotel Is Pleased To Be Partnering With Team Fox - Michael J Fox Foundation - This Summer Season To Help Find A Cure For Parkinsons Disease. The Hotel Has Set Up A Special Rate Code That Will Donate 5 Usd Per Night To The Michael J Fox Foundation. This Special Promotion Is Running Through The Labor Day Weekend. Please Refer To The Ldonat Rate Code.
Early Check-In Fee is 50 USD for arrivals before standard check-in time, 3:00 PM. Early check-in is subject to room availability and cannot be guaranteed.
Pets allowed. 25.00 USD per night, per pet. A maximum of 40 pounds, and a maximum of 2 pets per room.
Service animals are permitted, without charge.

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Reviews

Guest Reviews

(597 reviews)
3.7/5

73% guests recommend this hotel

Amenities
4
Cleanliness
4
Property Condition
4.3
Safety & Security
4.3
Staff Service
4.2
Value
3.9
1 star rating. Fair. 1 review
1/5

Awful Experience

This was one of the most unpleasant hotels I have ever stayed at but the staff were really nice so that was the only positive. when we checked in (we were there for the tournament), I was told there were many gluten-free options for breakfast. Not true. There was yogurt. Not even fruit and the coffee was like black sludge. But whatever. The room was the issue. We entered the room and it smelled bad. There was black dust all over the bed covers, and there were stains all over the carpet. Some were red in color and my dog went over to smell them as some had not been fully wiped up - no idea what these were, so I had to get on the floor and start trying to clean. The room was dirty. We left the next day, and during the night, no idea why but my daughter and I were itchy and that continued for the next few days. We had to take Benadryl since we were very uncomfortable… and I had to pay $178 for this. When I spoke to the front desk staff, I was told my message was being shared with the manager but she was on vacation and so I would not hear back for another week. So I guess there isn’t an assistant manager who takes over when the Manager is not there? That is bad management but my issue is with what I had to pay and how awful this was. Thanks for taking the time to read this. Hopefully I will get a response back.

Verified Guest
August 2025

Verified

5 stars rating. Exceptional. 1 review
5/5

Excellent Stay

Entire staff were extremely nice & helpful! Room was spotless & very spacious!! Breakfast was great also with plenty of choices. Highly recommend staying here!!

Verified Guest
August 2025

Verified

5 stars rating. Exceptional. 1 review
5/5

The staff was very friendly and helpful. The room was clean and in order. We had a little problem with the air conditioning unit. It was set extremely low when we first arrived, because the the drain for the condensation, had plugged up, causing water to flow into the room near the window. It didn't smell and it really wasn't an inconvenience and the staff was right on top of it to take care of it.

Verified Guest
August 2025

Verified

Meetings

Chestertown meeting room

Book over 600 square feet of meeting venue and event space in Chestertown at Comfort Inn & Suites® Chestertown hotel. Whether you’re hosting a business conference, team meeting or small social gathering, our meeting room offers the space and the amenities you need for your next event in the natural beauty of eastern Maryland. Find us about 90 minutes from Philadelphia, Washington DC and Baltimore.

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